Roulette

The famous playboy explained to a beautiful woman his system for playing roulette: "In each round, I always bet half of the money I have at the time on red. Yesterday, I counted and I had won as many rounds as I had lost." Over the course of the night, did the gambler win, lose or break even?

Answer

He lost. Every time he wins, his money increases 1.5 times (with $100, he bets $50 and if he wins, he has $150). When he loses, his money is reduced by half. So a win-loss combination results in a loss of one quarter of his money. The more he plays, the more money he loses, even though he wins the same number of times as he loses.